RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000083.xml
Synlett 1999; 1999(3): 333-335
DOI: 10.1055/s-1999-2595
DOI: 10.1055/s-1999-2595
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.
Asymmetric Biomimetic Oxidations of Phenols: Enantioselective Synthesis of (+)- and (-)-Dehydrodiconiferyl Alcohol
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
31. Dezember 1999 (online)
![](https://www.thieme-connect.de/media/synlett/199903/lookinside/thumbnails/10.1055-s-1999-2595-1.jpg)
Stereoselective bimolecular radical coupling reactions of phenylpropenoid phenols are described. Oppolzer's camphor sultam 1 and Evan's 2-oxazolidinone 2a-d derivatives of ferulic acid were prepared and oxidized to give dimeric benzofuran neolignan structures 11 in 40-50% overall yields. The chiral phenols were oxidized either enzymatically with hydrogen peroxide and horseradish peroxidase (HRP) or by silver oxide. The observed enantioselectivity after reductive cleavage of chiral auxiliaries gave the neolignan dehydrodiconiferyl alcohol 12 in 18-84% e.e.
asymmetric synthesis - radical - phenol coupling - chiral auxiliary